Ligand profile

CHEMBL3648517

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₂₇H₂₆N₆O₃
pchembl 8.70 ~2.0 nM
Mol. weight 482.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648517
UniProt (similar protein)
O00400
pchembl
8.700 (~2.0 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 482.54 Da
LogP (Crippen) 3.85
H-bond donors 1
H-bond acceptors 8
TPSA 111.08 Ų
Rotatable bonds 8
Aromatic rings 5 / 6
Heavy atoms 36
Fraction sp³ C 0.30
Formula C₂₇H₂₆N₆O₃

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 111.1
  • −1 ≤ LogP ≤ 5 3.85
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 482.5
  • LogP ≤ 5 3.85
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 111.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2)c(=O)n(CC2CC2)c2ncnn12
InChI 
InChI=1S/C27H26N6O3/c1-2-5-23-22(25(34)32(15-18-8-9-18)26-28-16-29-33(23)26)14-17-10-12-19(13-11-17)20-6-3-4-7-21(20)24-30-27(35)36-31-24/h3-4,6-7,10-13,16,18H,2,5,8-9,14-15H2,1H3,(H,30,31,35)
InChIKey 
MVDWFYKBGYIJIM-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Activity
226694
Binding sites
PF13000

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2159.

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)